NPASS drugs

Drug Information

Drug ID:	NPD2883
Drug Name:	nerisopam
Molecular Formula:	C18H19N3O2
Canonical SMILES:	COc1cc2c(cc1OC)CC(=NN=C2c1ccc(cc1)N)C
Standard InCHI:	InChI=1S/C18H19N3O2/c1-11-8-13-9-16(22-2)17(23-3)10-15(13)18(21-20-11)12-4-6-14(19)7-5-12/h4-7,9-10H,8,19H2,1-3H3
Standard InCHIKey:	WWQDEXGFYVSTCX-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2883

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	249
0.1-0.2	1543
0.2-0.3	7183
0.3-0.4	5136
0.4-0.5	6604
0.5-0.6	8097
0.6-0.7	1966
0.7-0.8	112
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7602	NPC265383
Intermediate Similarity	0.7574	NPC312872
Intermediate Similarity	0.7558	NPC260118
Intermediate Similarity	0.7514	NPC215747
Intermediate Similarity	0.7514	NPC192939
Intermediate Similarity	0.7514	NPC311936
Intermediate Similarity	0.7471	NPC119579
Intermediate Similarity	0.7455	NPC235628
Intermediate Similarity	0.745	NPC301713
Intermediate Similarity	0.7429	NPC28425
Intermediate Similarity	0.7325	NPC314682
Intermediate Similarity	0.7305	NPC216816
Intermediate Similarity	0.7301	NPC13397
Intermediate Similarity	0.7283	NPC285941
Intermediate Similarity	0.7278	NPC188163
Intermediate Similarity	0.7278	NPC213206
Intermediate Similarity	0.7278	NPC474915
Intermediate Similarity	0.7278	NPC328750
Intermediate Similarity	0.7263	NPC296742
Intermediate Similarity	0.7256	NPC476568
Intermediate Similarity	0.7255	NPC114102
Intermediate Similarity	0.7247	NPC219170
Intermediate Similarity	0.7247	NPC180253
Intermediate Similarity	0.7247	NPC69213
Intermediate Similarity	0.7241	NPC120075
Intermediate Similarity	0.7239	NPC60538
Intermediate Similarity	0.7239	NPC207824
Intermediate Similarity	0.7237	NPC155838
Intermediate Similarity	0.7232	NPC276060
Intermediate Similarity	0.7226	NPC218530
Intermediate Similarity	0.7219	NPC24954
Intermediate Similarity	0.7212	NPC18614
Intermediate Similarity	0.7208	NPC214869
Intermediate Similarity	0.7208	NPC130595
Intermediate Similarity	0.7208	NPC93882
Intermediate Similarity	0.7207	NPC224293
Intermediate Similarity	0.7205	NPC5462
Intermediate Similarity	0.7203	NPC165106
Intermediate Similarity	0.7197	NPC253429
Intermediate Similarity	0.7191	NPC204385
Intermediate Similarity	0.719	NPC35961
Intermediate Similarity	0.719	NPC195749
Intermediate Similarity	0.719	NPC52029
Intermediate Similarity	0.7182	NPC133140
Intermediate Similarity	0.7182	NPC195268
Intermediate Similarity	0.7182	NPC79213
Intermediate Similarity	0.7181	NPC471315
Intermediate Similarity	0.7181	NPC471314
Intermediate Similarity	0.7171	NPC172403
Intermediate Similarity	0.7167	NPC112676
Intermediate Similarity	0.7161	NPC6854
Intermediate Similarity	0.7161	NPC313737
Intermediate Similarity	0.7161	NPC285078
Intermediate Similarity	0.7161	NPC160692
Intermediate Similarity	0.7159	NPC206201
Intermediate Similarity	0.7152	NPC52475
Intermediate Similarity	0.7152	NPC277669
Intermediate Similarity	0.7152	NPC76213
Intermediate Similarity	0.7143	NPC476570
Intermediate Similarity	0.7111	NPC22928
Intermediate Similarity	0.7108	NPC58661
Intermediate Similarity	0.7103	NPC473264
Intermediate Similarity	0.7103	NPC47194
Intermediate Similarity	0.7103	NPC475815
Intermediate Similarity	0.7099	NPC185838
Intermediate Similarity	0.7097	NPC118419
Intermediate Similarity	0.7083	NPC203784
Intermediate Similarity	0.7083	NPC126519
Intermediate Similarity	0.7083	NPC170503
Intermediate Similarity	0.7081	NPC476567
Intermediate Similarity	0.7081	NPC128019
Intermediate Similarity	0.7081	NPC136860
Intermediate Similarity	0.7078	NPC160193
Intermediate Similarity	0.7067	NPC298486
Intermediate Similarity	0.7066	NPC2295
Intermediate Similarity	0.7066	NPC10875
Intermediate Similarity	0.7066	NPC10730
Intermediate Similarity	0.7066	NPC477564
Intermediate Similarity	0.7063	NPC323204
Intermediate Similarity	0.7062	NPC190461
Intermediate Similarity	0.7059	NPC153990
Intermediate Similarity	0.7059	NPC251571
Intermediate Similarity	0.7059	NPC186898
Intermediate Similarity	0.7055	NPC81067
Intermediate Similarity	0.7055	NPC9341
Intermediate Similarity	0.7052	NPC310894
Intermediate Similarity	0.7047	NPC183262
Intermediate Similarity	0.7039	NPC313886
Intermediate Similarity	0.7032	NPC308885
Intermediate Similarity	0.7032	NPC255550
Intermediate Similarity	0.7024	NPC187022
Intermediate Similarity	0.7024	NPC80129
Intermediate Similarity	0.7012	NPC476151
Intermediate Similarity	0.7012	NPC16107
Intermediate Similarity	0.7012	NPC51957
Intermediate Similarity	0.7012	NPC210437
Intermediate Similarity	0.7012	NPC106295
Intermediate Similarity	0.7012	NPC144863
Intermediate Similarity	0.7012	NPC179825
Intermediate Similarity	0.7012	NPC321505
Intermediate Similarity	0.7012	NPC90844
Intermediate Similarity	0.7012	NPC476144
Intermediate Similarity	0.7012	NPC253883
Intermediate Similarity	0.7012	NPC95075
Intermediate Similarity	0.7012	NPC191376
Intermediate Similarity	0.7011	NPC66573
Intermediate Similarity	0.7011	NPC29472
Intermediate Similarity	0.7006	NPC275027
Intermediate Similarity	0.7	NPC211992
Intermediate Similarity	0.7	NPC33902
Intermediate Similarity	0.7	NPC329837
Intermediate Similarity	0.7	NPC276674
Remote Similarity	0.6995	NPC294244
Remote Similarity	0.6981	NPC204848
Remote Similarity	0.6981	NPC14600
Remote Similarity	0.6981	NPC160607
Remote Similarity	0.6981	NPC312770
Remote Similarity	0.6981	NPC41473
Remote Similarity	0.697	NPC24233
Remote Similarity	0.697	NPC147390
Remote Similarity	0.697	NPC7467
Remote Similarity	0.697	NPC476571
Remote Similarity	0.697	NPC246587
Remote Similarity	0.697	NPC428
Remote Similarity	0.697	NPC135538
Remote Similarity	0.697	NPC475959
Remote Similarity	0.6962	NPC11147
Remote Similarity	0.6959	NPC474040
Remote Similarity	0.6954	NPC30462
Remote Similarity	0.6952	NPC476578
Remote Similarity	0.6952	NPC476582
Remote Similarity	0.6952	NPC4071
Remote Similarity	0.6946	NPC127402
Remote Similarity	0.6946	NPC326316
Remote Similarity	0.6946	NPC81733
Remote Similarity	0.6944	NPC249405
Remote Similarity	0.6937	NPC299583
Remote Similarity	0.6932	NPC168153
Remote Similarity	0.6928	NPC219162
Remote Similarity	0.6928	NPC477565
Remote Similarity	0.6928	NPC92541
Remote Similarity	0.6928	NPC103379
Remote Similarity	0.6923	NPC93593
Remote Similarity	0.6918	NPC167944
Remote Similarity	0.6918	NPC42793
Remote Similarity	0.6918	NPC126637
Remote Similarity	0.6918	NPC231884
Remote Similarity	0.6915	NPC25897
Remote Similarity	0.6913	NPC281298
Remote Similarity	0.6913	NPC43275
Remote Similarity	0.6913	NPC310338
Remote Similarity	0.691	NPC283810
Remote Similarity	0.6908	NPC140359
Remote Similarity	0.6908	NPC13020
Remote Similarity	0.6893	NPC228040
Remote Similarity	0.689	NPC130926
Remote Similarity	0.6879	NPC475393
Remote Similarity	0.6875	NPC254610
Remote Similarity	0.6875	NPC193528
Remote Similarity	0.6867	NPC95614
Remote Similarity	0.6867	NPC232316
Remote Similarity	0.6867	NPC56214
Remote Similarity	0.6867	NPC165133
Remote Similarity	0.6867	NPC242885
Remote Similarity	0.6867	NPC53596
Remote Similarity	0.6867	NPC227217
Remote Similarity	0.6867	NPC471308
Remote Similarity	0.6867	NPC160120
Remote Similarity	0.6867	NPC17388
Remote Similarity	0.6867	NPC344161
Remote Similarity	0.6867	NPC117780
Remote Similarity	0.6867	NPC289330
Remote Similarity	0.6863	NPC105513
Remote Similarity	0.6859	NPC16452
Remote Similarity	0.6859	NPC476581
Remote Similarity	0.6859	NPC36229
Remote Similarity	0.6859	NPC470706
Remote Similarity	0.6857	NPC471604
Remote Similarity	0.6846	NPC470626
Remote Similarity	0.6846	NPC474214
Remote Similarity	0.6842	NPC199277
Remote Similarity	0.6842	NPC135887
Remote Similarity	0.6839	NPC106511
Remote Similarity	0.6839	NPC291847
Remote Similarity	0.6832	NPC296898
Remote Similarity	0.6831	NPC320088
Remote Similarity	0.6829	NPC294249
Remote Similarity	0.6826	NPC77359
Remote Similarity	0.6825	NPC477019
Remote Similarity	0.6824	NPC107602
Remote Similarity	0.6818	NPC266705
Remote Similarity	0.6818	NPC228771
Remote Similarity	0.6818	NPC9067
Remote Similarity	0.6818	NPC17348
Remote Similarity	0.6818	NPC29008
Remote Similarity	0.6816	NPC287588
Remote Similarity	0.681	NPC100478
Remote Similarity	0.681	NPC222039
Remote Similarity	0.6809	NPC292792
Remote Similarity	0.6807	NPC16436

Drug Structure

NPD2883 OpenBabel08211702562D 25 27 0 0 0 0 0 0 0 0999 V2000 2.2852 -1.3574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0557 3.3063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9220 4.8707 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6573 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7913 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5233 1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6573 2.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2219 0.3349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5896 1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6784 2.5355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7219 -0.5311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7913 1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8565 1.2658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5233 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9010 1.5605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3671 2.9209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4115 3.2156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0747 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3894 2.9972 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7331 -0.6802 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.1001 3.6010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1890 4.1906 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3894 3.9972 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2554 2.4972 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 22 1 0 0 0 0 3 23 1 0 0 0 0 4 6 1 0 0 0 0 4 12 2 0 0 0 0 5 7 2 0 0 0 0 5 12 1 0 0 0 0 6 14 2 0 0 0 0 7 14 1 0 0 0 0 8 11 1 0 0 0 0 8 13 1 0 0 0 0 9 13 2 0 0 0 0 9 16 1 0 0 0 0 10 15 2 0 0 0 0 10 17 1 0 0 0 0 11 20 2 0 0 0 0 12 18 1 0 0 0 0 13 15 1 0 0 0 0 14 19 1 0 0 0 0 15 18 1 0 0 0 0 16 17 2 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 21 2 0 0 0 0 19 24 1 0 0 0 0 19 25 1 0 0 0 0 20 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011529
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	309.15
ALogP	-1.02
MLogP	2.89
XLogP	3.287
HDA	3
HBD	1
Rotatable Bonds	7
TPSA	69.2
RO5 Violation	0